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705 Weed St Unit 2, New Canaan
$1,565,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24198972 MLS ⋅ Stepping Stones BLDG.
NEW PRICE! A rare opportunity to own a truly unique residence in a granite and limestone estate of historic significance, just moments from the heart of downtown New Canaan. Set on three beautifully landscaped acres, Stepping Stones is a distinguished community of only eight bespoke condominiums offering an impressive castle like setting with exceptional period craftsmanship throughout. This spacious 2,090sf residence features 3 bedrooms and 2.1 bathrooms, soaring ceilings, European millwork and distinctive Hope steel windows. The updated kitchen opens to beautiful hardwood flooring that continues through the living room and two bedrooms. The living room is highlighted by a fireplace and impressive architectural details. The primary suite features slate flooring, a private full bathroom and built in closets. Step outside to an amazing private rear patio surrounded by the beautifully maintained grounds, creating a peaceful setting for relaxing or entertaining. Rich in character and architectural detail, this one of a kind residence offers a combination of history, charm and convenience that is rarely found.

705 Weed St Unit 2, New Canaan

19 Down River Rd, New Canaan
$999,000
ACTIVE UNDER CONTRACT Status ⋅ 24195736 MLS
The Ultimate Canvas on the Cul-de-Sac: Build Your Vision in the Village Corridor! Tucked away on one of the neighborhood's most coveted, postcard-worthy cul-de-sacs, this rare 0.32-acre land opportunity serves up the ultimate blend of peaceful seclusion and unbeatable village convenience-complete with sidewalks leading right to the heart of town. Perched on a flat, dry, and sun-drenched south-facing parcel, the site provides an optimal level footprint with all-day natural light, ready for you to bring your dream team and build a custom masterpiece from the ground up. Set among a gorgeous tapestry of mature greenery and impressive multi-million-dollar new construction, you are investing in a premier street where location is king, upside is limitlessly bright, and top-rated New Canaan schools and the train are just minutes away.

19 Down River Rd, New Canaan

215 Cross Ridge Rd, New Canaan
$2,950,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24193553 MLS
Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the home industry, this house provides a seamless floor plan. A large bonus space above the garage is illuminated year round by natural light making it the perfect family hangout in the cooler months and a professionally designed garden and fountain provide for exquisite 3 season outdoor living and entertaining space. The basement yields an additional space and a full bath for an effective au pair or in-law suite. Custom high-end window treatments throughout that are also motorized in the bedrooms, combine with perfectly selected light-fixtures to further enhance the home. This house is tucked into the side of Cross Ridge Road providing the feeling of privacy all while maintaining that neighborhood feel. Schedule your tour today as this one will not last long.

215 Cross Ridge Rd, New Canaan

192 Cross Ridge Rd, New Canaan
$3,000,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192583 MLS
Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the residence brilliantly leavens the glass-walled austerity of the International Style with the natural warmth of Wrightian organic architecture.The 130-foot long, single-story form is defined by sweeping horizontal planes, full-height plate glass walls, grey-stained cypress siding, and by natural stone fireplaces, walls and terracing. Its informal, open plan is divided into three distinct pavilions, anchored by the dramatic central living and dining area featuring a raised roof and tall ceilings. Original exterior lighting design by Richard Kelly enhances the seamless integration between the avant-garde interior and its environment. An expansive rear terrace, added by Gores himself in the 1980s, features circular seating areas and an elegant oval swimming pool.Listed on the National Register of Historic Places in 2002 and held by the Gores family since its inception. The Gores family granted a perpetual preservation easement to the National Trust for Historic Preservation. This iconic property offers a once-in-a-lifetime opportunity to own a foundational piece of architectural history

192 Cross Ridge Rd, New Canaan

68 Old Stamford Rd, New Canaan
$1,495,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189157 MLS
The Seely House is a rare opportunity to become the next steward of one of New Canaan's enduring historic treasures. This remarkable residence traces its origins to the years surrounding the American Revolution and stands as a tangible link to the town's earliest beginnings. Rich in character and architectural authenticity, the home showcases the craftmanship and charm that can only be achieved through centuries of careful preservation. Historic details blend seamlessly with modern comforts, creating a warm and inviting living experience that honors the home's heritage while accommodating today's lifestyle. Set along picturesque Old Stamford Rd., the property enjoys an enviable location just moments from downtown New Canaan's acclaimed restaurants, boutiques, parks, train station and schools. Here, homeowners can enjoy the rare combination of historic significance and walk-to-town/schools convenience. More than a residence, The Seely House is a legacy property offering timeless character, irreplaceable authenticity, and the chance to write the next chapter in a story that has endured for generations.

68 Old Stamford Rd, New Canaan

20 Richmond Hill Rd Unit 2, New Canaan
$2,498,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24184964 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.
Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 2,954 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence. (Listing Agent/Owner Related)

20 Richmond Hill Rd Unit 2, New Canaan

145 Oenoke Ln, New Canaan
$2,495,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181415 MLS ⋅ Oenoke BLDG.
Rarely offered and just moments from the heart of New Canaan, this beautifully renovated three-bedroom residence offers exceptional comfort, convenience, and timeless style. Set in the intimate Oenoke Lane community, the home has been extensively renovated and thoughtfully improved over the years, creating spaces that feel both elegant and effortless. A desirable end unit with an east-west orientation, the home is filled with natural light and enjoys exceptional privacy, enhanced by protected Land Trust property directly across the street. Sunlight fills the gracious living and dining rooms, while the beautifully reimagined kitchen serves as the heart of the home, featuring quartzite countertops, custom cabinetry, banquette seating, Wolf, Bosch and Sub-Zero appliances, and radiant heated floor. Sliders from the living room, dining room, and kitchen open to a private terrace, creating a seamless connection between indoor and outdoor living. A private elevator provides access to all three levels. Upstairs, the primary suite features a custom dressing area, built-in workspace, and beautifully renovated bath with radiant heated floor. An additional bedroom offers flexibility for guests, family, or office space, while the lower-level bedroom includes built-ins and an en-suite bath with radiant heated floor, ideal for guests or a private retreat. PLEASE NOTE TAXES LISTED ABOVE ($26,201) ARE FOR 145 AND 147 OENOKE LANE COMBINED. QUARTERLY ASSOCIATION FEE INCLUDES TAXES.

145 Oenoke Ln, New Canaan

490 Lost District Dr, New Canaan
$21,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24170927 MLS
Sophisticated Center Hall Colonial totally renovated and expanded in 2008. Arched detailed interior doorways, enormous gourmet kitchen with several chef stations, sinks, 2 dishwashers, calacatta gold marble counters and high end appliances provides the hub where friends & family enjoy gathering. The welcoming great room with coffered ceiling, French doors & fireplace leads to flagstone terrace with outdoor fireplace for indoor/outdoor entertaining. A 2-story solarium offers picturesque seasonal views and overlooks spectacular private property with heated pool, cabana & stream beyond. Luxurious master suite with dressing room & marble bath, rear staircase, finished walk-out lower level, generator, garages for 4 cars and so much more. Located close to restaurants, shopping and commuting. Additional 1,800 sq ft in finished lower level with full bath. Tenant to use landlord's service providers.

490 Lost District Dr, New Canaan

19 Urban St, New Canaan
$1,795,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24179698 MLS
JUST REDUCED-AMAZING PRICE. Exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing 3-family property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating $9000+ per month in rental income, the property is meticulously maintained and features 3 well appointed residences, each with in-unit laundry, garage and functional layouts that attract quality tenants. A rare offering, the property incls 6 garage spaces-4 attached to the main residence plus a detached 2-car garage with loft storage-providing additional rental potential, storage, or future flexibility. The charming grounds feature a delightful garden setting, creating an appealing environment for residents. Ideally located within walking distance to New Canaan's vibrant downtown, residents enjoy easy access to fine dining, boutique shopping, parks, cultural attractions, and the Metro-North train with direct service to Grand Central Terminal. Consistently recognized for its top-rated schools, picturesque New England character, and exceptional quality of life, New Canaan remains one of Connecticut's most sought-after residential destinations. Whether expanding an investment portfolio or seeking a multi-generational living opportunity with strong income potential, this turnkey property presents a rare chance to own a premier multi-family asset in an exceptional location. This is a rare opportunity for a savvy purchaser

19 Urban St, New Canaan

13 Old Stamford Road Unit 13, New Canaan
$2,250,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24169268 MLS ⋅ Willow Walk BLDG.
Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main floor offers a study or additional bedroom with its own fireplace and large windows. On the second floor, you will find the owner suite featuring- a renovated luxury bathroom with soaking tub, shower, 2 vanities, two walk-in fitted closets-along with two additional bedrooms, a full bath, and a laundry area. The lower level provides nearly 1,000 square feet of additional walk out living space with fireplace large recreation room and a patio. Outside, the walk-out lower level leads to a private patio and yard, offering a quiet oasis which backs up to a Bristow Park Bird Sanctuary and Mead Park. A short stroll on sidewalks to Metro North train station, shops, restaurants and the beautiful village of New Canaan.

13 Old Stamford Road Unit 13, New Canaan

62 Summersweet Ln, New Canaan
$6,595,000
6 Beds ⋅ 9 Baths ⋅ ACTIVE Status ⋅ 24124919 MLS
Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

62 Summersweet Ln, New Canaan

44 Benedict Hill Rd, New Canaan
$2,750,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24126532 MLS
Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living.

44 Benedict Hill Rd, New Canaan

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